Photocatalytic Cascade Trifluoromethylation/Cyclization : Selective Synthesis of Trifluoroethylated Benzopyran and Benzopyranone Derivatives

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-16 DOI:10.1002/ejoc.202401013
Yangjing Lv, Hongmei Luo, Xiaomeng Jiang, Zhichen Yu, Yuxin Ding, Changjun Zhang, Yuanyuan Xie
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Abstract

We have realized the photocatalytic radical cascade cyclization reaction, enabling the one‐step synthesis of rare trifluoroethyl benzopyran derivatives with a wide variety of structures and excellent yields. Furthermore, the approach exhibits low catalyst load, strong regional control and wide applicability under mild conditions. The selectivity of this transformation is influenced by the length of the carbon chain of the benzaldehyde, as demonstrated by the density functional theory calculations. Additionally, scaling up the photocatalytic process can be easily accomplished.
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光催化级联三氟甲基化/环化:三氟乙基化苯并吡喃和苯并吡喃酮衍生物的选择性合成
我们实现了光催化自由基级联环化反应,从而能够一步合成具有多种结构和优异产率的稀有三氟乙基苯并吡喃衍生物。此外,该方法催化剂载量低、区域控制能力强,在温和条件下具有广泛的适用性。密度泛函理论计算表明,这种转化的选择性受苯甲醛碳链长度的影响。此外,扩大光催化过程的规模也很容易实现。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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